| | | PPD | 0-0 (0-0) | Non League | Lee, MA | - | - |
| | | | 0-0 (0-0) | Non League | Buckland, MA | - | Watch |
| | | W 2-1 | 1-0 (1-0) | League | North Adams, MA | - | Watch |
| | | | 1-0 (1-0) | Non League | Buckland, MA | - | Watch |
| | | L 0-3 | 1-1 (1-0) | Non League | Northfield, MA | - | - |
| | | | 1-1 (1-0) | Non League | Montague, MA | - | Watch |
| | | | 1-1 (1-0) | Non League | Buckland, MA | - | Watch |
| | | L 0-3 | 1-2 (1-0) | Non League | Buckland, MA | - | Watch |
| | | L 1-2 | 1-3 (1-1) | League | Turners Falls, MA | - | Watch |
| | | | 1-3 (1-1) | Non League | Orange, MA | - | Watch |
| | | | 1-3 (1-1) | Non League | Buckland, MA | - | Watch |
| | | | 1-3 (1-1) | Non League | Greenfield, MA | - | - |
| | | | 1-3 (1-1) | Non League | Buckland, MA | - | Watch |
| | | | 1-3 (1-1) | Non League | Buckland, MA | - | Watch |
| | | | 1-3 (1-1) | Non League | Athol, MA | - | Watch |
| | | W 3-0 | 2-3 (2-1) | League | Buckland, MA | - | Watch |